Glastonbury Homes under $300,000

Glastonbury Homes under $300,000

Welcome to Glastonbury, Connecticut – a picturesque town nestled in Hartford County, known for its rich history, vibrant community, and stunning natural landscapes. With its charming New England character, Glastonbury offers a perfect blend of suburban tranquility and urban accessibility, making it an ideal place to call home.

One of the standout features of Glastonbury is its commitment to preserving green spaces and promoting outdoor activities. Residents and visitors alike can enjoy the scenic beauty of the Connecticut River, numerous parks, and miles of hiking trails. The town’s historic district boasts delightful shops, cafes, and restaurants, providing a warm and inviting atmosphere for both leisure and social gatherings.

For homebuyers seeking affordability without compromising on quality of life, Glastonbury presents an impressive selection of homes priced under $300,000. These properties offer a fantastic opportunity to enter the real estate market in a highly sought-after area. From cozy single-family homes to charming townhouses, there’s something to suit every lifestyle and budget. Many of these homes feature modern amenities, spacious yards, and are conveniently located near schools, shopping centers, and recreational facilities.

Living in Glastonbury means becoming part of a close-knit community that values education, safety, and an active lifestyle. With its top-rated schools and engaging community events, it’s no wonder that families and professionals are drawn to this enchanting town. If you’re ready to discover your dream home in Glastonbury, let us guide you through the exciting possibilities that await!

Newest Glastonbury Homes under $300,000

35 Gayfeather Ln Unit 35, Glastonbury
$294,900
2 Beds ⋅ 2 Baths ⋅ 24220714 MLS ⋅ Milestone Commons BLDG.
Beautifully updated two bedroom condo in the heart of Glastonbury! The welcoming living room sets the tone for the entire home with an open, airy layout bathed in natural light. Whether you're relaxing with coffee in the morning sun or entertaining guests, this space adapts beautifully to everyday living. The eat-in kitchen features a gas range, newer dishwasher, freshly painted cabinets, new backsplash and generous pantry storage with sliding glass doors leading to a newer private patio with professional landscaping (2022). A convenient half bath completes the first floor. Upstairs you'll find two very spacious bedrooms and a fully renovated full bath (2023) with new flooring, quartz-topped vanity, updated lighting and re-glazed tub. The partially finished lower level offers flexible space for a gym, rec room or home office. Additional updates include professional paint throughout, new ceiling fans and popcorn ceiling removal. Two parking spaces (one assigned). Over $25,000 in thoughtful improvements since 2021 means this one is truly move-in ready. Minutes to Glastonbury Center's shops, dining and amenities.

35 Gayfeather Ln Unit 35, Glastonbury
Glastonbury
$290,000
2 Beds ⋅ 2 Baths ⋅ 24217081 MLS ⋅ Milestone Commons BLDG.
Bright and inviting 2-bedroom, 1.5-bath townhouse in desirable Milestone Commons! Featuring a spacious living room with hardwood floors, a kitchen with tile flooring, pantry storage and sliders to a private patio. Both upstairs bedrooms offer hardwood floors and share a full bath. Additional features include a full basement with laundry, storage, natural gas heat, central air and assigned parking. Enjoy community walking trails, convenient access to Routes 2, 3, 84, and 91. Comfortable, low-maintenance living in a great location!

Glastonbury
117 Main St, Glastonbury
$250,000
4 Beds ⋅ 1 Baths ⋅ 24209555 MLS
RARE OPPORTUNITY IN SOUTH GLASTONBURY! Renovate, restore or explore the potential to BUILD YOUR DREAM HOME! Set on NEARLY AN ACRE in scenic South Glastonbury, this property offers value in both the land and the opportunity to reimagine the existing home. Bring your vision to the ANTIQUE 4 Bedroom Colonial built in 1800 and restore its historic charm or consider a fresh start with new construction, subject to town approvals. A GREAT LOCATION close to local farm stands, breweries, restaurants, schools, CT River & hiking trails. Just minutes to the Village of South Glastonbury, 10 minutes to Glastonbury Center & 15 minutes to both Middletown and Downtown Hartford. Whether you're a builder, investor or buyer looking to create something of your own...this is an opportunity worth exploring! Roof age 2017 per town records. Property is priced to reflect the amount of work needed. Buyers to perform their own due diligence regarding renovation, demolition and building possibilities. Cash/Rehab loans only. DO NOT WALK THE PROPERTY WITHOUT CONFIRMED APT. EMAIL LIST AGENT WITH ALL QUESTIONS.

117 Main St, Glastonbury
32 Willieb St Unit B1, Glastonbury
$209,900
1 Beds ⋅ 1 Baths ⋅ 24206337 MLS ⋅ English Hill BLDG.
Move-in ready 1-bedroom, 1-bath condo situated in a beautiful, well-established Glastonbury neighborhood near Glastonbury High School and approximately 1.5 miles from Glastonbury Center, with convenient access to restaurants, shopping and major routes. This well-maintained unit features central air, an open living area, spacious bedroom, private deck, kitchen with updated countertops and newer appliances, and an updated bathroom with tile flooring and newer vanity. A standout feature is the private garage located directly below the unit with convenient enclosed interior stair access and additional storage. Clean, common laundry is located just steps from the unit adjacent to the garage, with plenty of additional parking available. The community's heating system has recently been renovated and converted from oil to natural gas. Heat and hot water are included in the association fee, along with trash removal, lawn care and snow removal. Professionally deep cleaned and currently vacant for easy showings and immediate occupancy. An excellent opportunity for an owner-occupant or investor. Seller is willing to consider buyer concessions as part of an acceptable offer.

32 Willieb St Unit B1, Glastonbury
4 Mulberry Ln Unit 4, Glastonbury
$285,000
2 Beds ⋅ 2 Baths ⋅ 24195567 MLS ⋅ Milestone Commons Vi BLDG.
Welcome to 4 Mulberry Lane, Unit 4, in the desirable Milestone condominium community of Glastonbury! This well-maintained townhouse offers 2 bedrooms, 1.5 bathrooms, and approximately 1,080 square feet of comfortable living space with an inviting, functional layout. The main level features a bright, open-concept living and dining area with durable flooring, creating the perfect space for everyday living or entertaining. The kitchen offers ample cabinetry, a breakfast bar, and all major appliances, making meal preparation both convenient and enjoyable. A half bath completes the main living level. Upstairs, you'll find two generously sized bedrooms, including a spacious primary bedroom with two closets, along with a full bathroom. The partially finished lower level provides additional flexible space ideal for a family room, home office, fitness area, or recreation room, as well as a dedicated laundry area and plenty of storage. Enjoy the privacy of a fenced backyard-perfect for relaxing, gardening, or outdoor dining. Additional features include natural gas heat, central air conditioning, assigned parking, public utilities, and low-maintenance living with the association covering grounds maintenance, snow removal, trash pickup, water, and professional property management. Conveniently located just minutes from Glastonbury's vibrant town center, shopping, restaurants, parks, and major commuter routes, this home offers an excellent opportunity for first-time buyers, do

4 Mulberry Ln Unit 4, Glastonbury
36 Meadowrue Dr Unit 36, Glastonbury
$269,900
2 Beds ⋅ 2 Baths ⋅ 24187441 MLS ⋅ Milestone Commons Vii BLDG.
Move-in ready and extensively updated, this beautifully refreshed condo offers a clean, modern feel throughout. Freshly painted with all-new flooring, the home features new recessed lighting in the living room, kitchen, hallways, basement, and both bedrooms, creating a bright and inviting atmosphere. The open-concept main level seamlessly connects the kitchen, dining, and living areas, making it ideal for everyday living and entertaining. The kitchen features stainless steel appliances, while a new storm door adds curb appeal and energy efficiency. Major updates include a newer furnace, central air condenser, water heater, and a roof approximately seven years old. The upper level offers a full bath, the main level includes a convenient half bath, and finished lower level provides additional living space.

36 Meadowrue Dr Unit 36, Glastonbury
74 Hollister Way S Unit 74, Glastonbury
$259,900
2 Beds ⋅ 2 Baths ⋅ 24187387 MLS ⋅ Meadow Hill BLDG.
Your Perfect Home Base for the Best of Both Seasons is here at Meadow Hill! Whether you're ready to simplify, embrace the snowbird lifestyle, or enjoy a fresh start after downsizing, this beautifully maintained two-bedroom condo in the desirable 55+ Meadow Hill community offers the ideal place to call home. Spend your summers surrounded by everything you love-relax by the heated in-ground pool, enjoy a friendly game of tennis or pickle ball on the courts, stroll the scenic walking trails along the Connecticut River or host your family with the comfort of an expansive community room and a second bedroom for your overnight guests. Best of all, exterior maintenance is taken care of, so your time is truly your own. Lock the door and head south for the winter with peace of mind, knowing you'll return to a welcoming community where every day feels like a getaway. Whether you're beginning a new chapter, looking to downsize without compromise, or searching for the perfect seasonal home, this is carefree living at its finest. Updates include: hot water heater (2025), furnace (2023), microwave (2026), toilets (2024), kitchen with granite counters. A private patio, surrounded by nature, provides the perfect spot for morning coffee or relaxing at the end of the day. The attractive price reflects a few minor needed cosmetic updates, giving buyers the opportunity to build equity while creating a space that reflects their own style.

74 Hollister Way S Unit 74, Glastonbury
Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!